Conformationally locked bicyclo[4.3.0]nonane carbanucleosides: synthesis and bio-evaluation
Shing, Wong, Li, Liu, Chan (2014) Conformationally locked bicyclo[4.3.0]nonane carbanucleosides: synthesis and bio-evaluation Org Biomol Chem (IF: 2.9) 12(46) 9439-45Abstract
D-Ribose was converted into 3 novel carbobicyclic nucleosides bearing a bicyclo[4.3.0]nonane framework in 16-19 steps with 5-12% overall yields involving a Wittig olefination and an intramolecular Diels-Alder reaction as the key steps. The present synthesis also provides an efficient entry for chiral hydrindenones. The conformation studies of these carbanucleosides and their bio-evaluation as potential antiviral agents are reported.
Links
http://www.ncbi.nlm.nih.gov/pubmed/25325214http://dx.doi.org/10.1039/c4ob01763c
